EP0728830A3 - - Google Patents

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Publication number
EP0728830A3
EP0728830A3 EP96102671A EP96102671A EP0728830A3 EP 0728830 A3 EP0728830 A3 EP 0728830A3 EP 96102671 A EP96102671 A EP 96102671A EP 96102671 A EP96102671 A EP 96102671A EP 0728830 A3 EP0728830 A3 EP 0728830A3
Authority
EP
European Patent Office
Prior art keywords
sub
group
independently
coo
liquid crystal
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP96102671A
Other versions
EP0728830B1 (en
EP0728830A2 (en
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
JNC Corp
Original Assignee
Chisso Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Chisso Corp filed Critical Chisso Corp
Publication of EP0728830A2 publication Critical patent/EP0728830A2/en
Publication of EP0728830A3 publication Critical patent/EP0728830A3/xx
Application granted granted Critical
Publication of EP0728830B1 publication Critical patent/EP0728830B1/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
    • C07C69/67—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids
    • C07C69/708—Ethers
    • C07C69/712—Ethers the hydroxy group of the ester being etherified with a hydroxy compound having the hydroxy group bound to a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001—Cyclohexane rings
    • C09K19/3066—Cyclohexane rings in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers
    • C09K19/3068—Cyclohexane rings in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers chain containing -COO- or -OCO- groups
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/20—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters or ethers
    • C09K19/2007—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters or ethers the chain containing -COO- or -OCO- groups
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001—Cyclohexane rings
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
    • C09K19/46—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing esters

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Liquid Crystal Substances (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

A novel liquid crystalline compound having a large dielectric anisotropy value, a small change in the threshold voltage depending upon temperatures, and an improved solubility in other liquid crystal materials at low temperatures, and a liquid crystal composition containing the compound are provided,   which liquid crystalline compound is expressed by the formula (1) wherein R is H or an alkyl group of 1 to 10C; ℓ is an integer of 1 to 9; m, n and o are each independently 0 or 1; A<sub>1</sub>, A<sub>2</sub> and A<sub>3</sub> are each independently trans-1,4-cyclohexylene group, 1,4-pheylene group, one or more H atoms on the ring of which group may be replaced by F, or the like group; Z<sub>1</sub>, Z<sub>2</sub> and Z<sub>3</sub> are each independently -COO-, etc., but at least one member of them is -COO-; X is CF<sub>3</sub>,etc.; and Y<sub>1</sub> and Y<sub>2</sub> are each independently H or F.
EP96102671A 1995-02-22 1996-02-22 Liquid crystal composition and liquid crystal display device Expired - Lifetime EP0728830B1 (en)

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
JP5982295 1995-02-22
JP5982295 1995-02-22
JP59822/95 1995-02-22
JP13862595 1995-05-12
JP13862595 1995-05-12
JP138625/95 1995-05-12

Publications (3)

Publication Number Publication Date
EP0728830A2 EP0728830A2 (en) 1996-08-28
EP0728830A3 true EP0728830A3 (en) 1996-09-04
EP0728830B1 EP0728830B1 (en) 2000-05-03

Family

ID=26400899

Family Applications (3)

Application Number Title Priority Date Filing Date
EP96102671A Expired - Lifetime EP0728830B1 (en) 1995-02-22 1996-02-22 Liquid crystal composition and liquid crystal display device
EP96102672A Expired - Lifetime EP0738709B1 (en) 1995-02-22 1996-02-22 Ester derivate, liquid crystal composition and liquid crystal display element
EP00103442A Withdrawn EP1010687A2 (en) 1995-02-22 1996-02-22 Ester derivative, liquid crystal composition and liquid crystal display element

Family Applications After (2)

Application Number Title Priority Date Filing Date
EP96102672A Expired - Lifetime EP0738709B1 (en) 1995-02-22 1996-02-22 Ester derivate, liquid crystal composition and liquid crystal display element
EP00103442A Withdrawn EP1010687A2 (en) 1995-02-22 1996-02-22 Ester derivative, liquid crystal composition and liquid crystal display element

Country Status (6)

Country Link
US (2) US5820784A (en)
EP (3) EP0728830B1 (en)
KR (1) KR100294288B1 (en)
CN (1) CN1136067A (en)
AT (1) ATE212333T1 (en)
DE (2) DE69608013T2 (en)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR0184869B1 (en) * 1989-12-06 1999-05-15 위르겐 호이만 1,4-disubstituted 2,6-difluorobenzene compound and liquid crystal medium
TW371312B (en) * 1995-04-12 1999-10-01 Chisso Corp Fluorine-substituted liquid-crystal compound, liquid-crystal composition and liquid-crystal display device
KR100440837B1 (en) * 1995-08-01 2004-09-18 메르크 파텐트 게엠베하 Liquid-crystalline medium
US6599589B1 (en) 1999-09-30 2003-07-29 Minolta Co., Ltd. Liquid crystal composition and liquid crystal light display element using the same
DE19947954A1 (en) 1999-10-06 2001-04-12 Merck Patent Gmbh Liquid crystalline phenol esters
DE19949333A1 (en) * 1999-10-13 2001-04-19 Merck Patent Gmbh Ester compounds and their use in liquid-crystalline media
DE10111139A1 (en) * 2000-04-07 2001-10-11 Merck Patent Gmbh Electro-optical liquid crystal display with orientation reversal layer, useful for in-plane switching displays, having liquid crystal medium containing 4-cyclohexyl-cyclohexane-1-carboxylic acid ester derivative
DE10151913B4 (en) * 2000-11-18 2011-01-05 Merck Patent Gmbh Nematic liquid-crystal mixture and its use in liquid-crystal displays
JP4206687B2 (en) * 2002-04-09 2009-01-14 チッソ株式会社 Liquid crystal composition and liquid crystal display element
CN105789322B (en) * 2009-09-16 2018-09-28 株式会社半导体能源研究所 Semiconductor devices and its manufacturing method

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1992014800A1 (en) * 1991-02-20 1992-09-03 MERCK Patent Gesellschaft mit beschränkter Haftung Nematic liquid-crystal composition
GB2253402A (en) * 1991-03-05 1992-09-09 Merck Patent Gmbh Terminally and laterally fluorinated components for liquid crystal compositions
GB2266714A (en) * 1992-05-06 1993-11-10 Merck Patent Gmbh Liquid-crystalline alkoxymethylene compounds
WO1994003558A1 (en) * 1992-08-06 1994-02-17 Chisso Corporation Liquid crystal composition and liquid crystal display device made therefrom

Family Cites Families (27)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5777658A (en) * 1980-11-04 1982-05-15 Chisso Corp 4'-cyanophenyl 4-(alpha-alkoxymethyl)benzoate
JPH0247979B2 (en) * 1982-09-28 1990-10-23 Chisso Corp FURUOROBIFUENIRUNOESUTERUJUDOTAI
JPS59106451A (en) * 1982-12-08 1984-06-20 Chisso Corp Cyclohexanecarboxylic acid 4'-cyanobiphenyl ester
JPH0247983B2 (en) * 1982-12-14 1990-10-23 Chisso Corp 44FURUOROO4 ** HIDOROKISHIBIFUENIRUNOESUTERUJUDOTAI
JPS59128354A (en) * 1983-01-10 1984-07-24 Chisso Corp Cyclohexanecarboxylic acid halogenophenyl ester derivative
US4661283A (en) * 1984-03-02 1987-04-28 Chisso Corporation Benzoate derivatives having a large positive dielectric anisotropy value and liquid crystal compositions containing same
JPS6143150A (en) * 1984-08-06 1986-03-01 Casio Comput Co Ltd P-cyanobiphenyl-(p-(omega-alkoxyalkyl))-benzoate compound and liquid crystal composition
DE3729071A1 (en) * 1986-12-22 1988-06-30 Bayer Ag SUBSTITUTED PHENOXYPYRIDINE
DE3909802A1 (en) * 1988-07-27 1990-04-05 Merck Patent Gmbh DIFLUORMETHYLVERBINDUNGEN
US5324449A (en) * 1987-09-25 1994-06-28 Merck Patent Gesellschaft Mit Beschrankter Haftung Substituted phenyl trifluoromethyl ethers
US5387369A (en) * 1988-10-20 1995-02-07 Merck Patent Gesellschaft Mit Beschrankter Haftung Supertwist liquid crystal display
GB8910240D0 (en) * 1989-05-04 1989-06-21 Secr Defence Phenyl esters and their use in liquid crystal materials
WO1991002710A2 (en) * 1989-08-12 1991-03-07 MERCK Patent Gesellschaft mit beschränkter Haftung Benzol derivatives and liquid crystalline medium
US5271865A (en) * 1990-02-13 1993-12-21 Merck Patent Gesellschaft Mit Beschrankter Haftung Liquid-crystalline mixture of low viscosity
WO1991016291A1 (en) * 1990-04-21 1991-10-31 MERCK Patent Gesellschaft mit beschränkter Haftung Phenyl cyclohexanes and liquid crystalline medium
JP2796753B2 (en) * 1990-05-09 1998-09-10 キヤノン株式会社 Chiral smectic liquid crystal composition and liquid crystal device using the same
US5213710A (en) * 1990-09-26 1993-05-25 Merck Patent Gesellschaft Mit Beschrankter Haftung Benzene derivatives and a liquid-crystalline medium
EP0503021B1 (en) * 1990-10-02 1996-06-12 MERCK PATENT GmbH Liquid crystalline medium
DE59109091D1 (en) * 1990-12-07 1999-03-04 Merck Patent Gmbh Supertwist liquid crystal display
JP3081006B2 (en) * 1991-03-05 2000-08-28 セイミケミカル株式会社 Difluorocyano compound, liquid crystal composition and liquid crystal electro-optical element
JP2807357B2 (en) * 1991-03-27 1998-10-08 セイミケミカル株式会社 Transethylene derivative compound, liquid crystal composition and liquid crystal electro-optical element
JPH04360860A (en) * 1991-06-04 1992-12-14 Seiko Epson Corp Ester compound, liquid crystal composition, and liquid crystal display element
JPH0597772A (en) * 1991-10-07 1993-04-20 Seiko Epson Corp Ester compound and liquid crystal composition and loquid crystal display element
JP2732335B2 (en) * 1992-05-28 1998-03-30 チッソ株式会社 Liquid crystal composition and liquid crystal display device using the composition
KR950032578A (en) * 1994-05-06 1995-12-22 고토 슌기치 Liquid crystal composition
JP3579728B2 (en) * 1994-06-23 2004-10-20 チッソ株式会社 Liquid crystal composition and liquid crystal display device
DE69518294T2 (en) * 1994-10-20 2000-12-21 Shin-Etsu Chemical Co., Ltd. Novel silacyclohexane compound, a liquid crystalline composition containing it and a liquid crystalline device containing the composition

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1992014800A1 (en) * 1991-02-20 1992-09-03 MERCK Patent Gesellschaft mit beschränkter Haftung Nematic liquid-crystal composition
GB2253402A (en) * 1991-03-05 1992-09-09 Merck Patent Gmbh Terminally and laterally fluorinated components for liquid crystal compositions
GB2266714A (en) * 1992-05-06 1993-11-10 Merck Patent Gmbh Liquid-crystalline alkoxymethylene compounds
WO1994003558A1 (en) * 1992-08-06 1994-02-17 Chisso Corporation Liquid crystal composition and liquid crystal display device made therefrom
EP0656412A1 (en) * 1992-08-06 1995-06-07 Chisso Corporation Liquid crystal composition and liquid crystal display device made therefrom

Also Published As

Publication number Publication date
DE69608013D1 (en) 2000-06-08
KR100294288B1 (en) 2001-09-17
EP0738709A2 (en) 1996-10-23
US5755994A (en) 1998-05-26
US5820784A (en) 1998-10-13
EP0738709B1 (en) 2002-01-23
DE69618700T2 (en) 2002-09-12
EP1010687A2 (en) 2000-06-21
CN1136067A (en) 1996-11-20
DE69618700D1 (en) 2002-03-14
EP0728830B1 (en) 2000-05-03
EP0728830A2 (en) 1996-08-28
EP0738709A3 (en) 1997-07-16
ATE212333T1 (en) 2002-02-15
DE69608013T2 (en) 2000-11-02
KR960031424A (en) 1996-09-17

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